I was once contacted by a new acquaintance/merging into friend territory who sought money for the CEO sleep out.
He was a Director of his own (quite wealthy and well connected) company.
Basically, they get a bunch of well known CEO’s/Directors together, put them in a safe warehouse somewhere at night - these guys come rugged up in the latest snow/camping gear and fluffy down sleeping bags.
Basically they network with each other while a bunch of security guards (earning minimum wage) watch over them all night.
It’s safe, it’s clean, it’s dry. And at the end of it they go home to their million dollar homes.
Meanwhile, these CEO’s get all this press about how selfless they are and how much they raised for “charity”.
At the time he was pushing quite aggressively that I give him money for the homeless and here I was homeless myself; having recently had to leave where I was living to move in with my sister while I was battling multiple medical conditions and trying to pay off medical debt all the while only working part-time.
I had a job, one that was considered well connected, but many women don’t have stable accommodation, still work and meet the definition of “homeless”.
All of my stuff was in storage, my clothes and other worldly possessions were packed up in my car (which I used to drive to work every day). I had the bare essentials in my sisters house. If I needed a pair of shoes or a jumper, I got it from the trunk of my car.
It wasn’t a stable arrangement at all, I was abused while I was there and in and out of hospital. I worried that my things would get stolen and I had a tremendous shame over my predicament.
Mine wasn’t the worst case scenario - I wasn’t on the streets, but I wasn’t eating or sleeping properly while I was there and it was incredibly stressful being threatened with eviction whenever I disagreed with my sister.
I wanted to give money to help the homeless, but I know that money would just be used as a PR exercise that was the CEO sleepout.
My acquaintance made out like I was some massive asshole for not giving hundreds of dollars. He told me it was for single mothers (I was also hiding a pregnancy at the time) and when that failed, he told me it was for cats. He put it on pretty thick to get me to donate.
It really pissed me off being asked for money I didn’t have to support some rich guy look good amongst his equally rich peers.
If you look around my city there are a lot of homeless people and an absence of services. The CEO sleepout is just a feel-good exercise for rich men.
So yeah, it bothers me when rich people ask for money. I find it vulgar.